HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Praia

$1,637+ Cheap flights from Chicago (CHI) to Praia (RAI)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/2. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — RAI
Dec 26 — Jan 21
Fri 12/26
Fri 1/2
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago to Praia with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Find flight deals from Chicago to Praia

Cheapest flights from Chicago to Praia
Explore the most affordable flight options available from Chicago to Praia. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 26, 2025.

This Ovago deal was found by Cheapflights users on 11/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Ovago is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/177:10 pmORD - RAI
1 stop23h 55mTAP AIR PORTUGAL
Thu 12/251:05 amRAI - ORD
1 stop19h 20mTAP AIR PORTUGAL
Deal found 11/25$2,001
This Ovago deal was found by Cheapflights users on 11/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Ovago is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/177:10 pmORD - RAI
1 stop23h 55mTAP AIR PORTUGAL
Sat 12/271:05 amRAI - ORD
1 stop18h 40mTAP AIR PORTUGAL
Deal found 11/25$2,187
This Mytrip deal was found by Cheapflights users on 11/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/185:00 amORD - RAI
3 stops33h 05mMultiple Airlines
Sun 12/2812:55 pmRAI - ORD
3 stops34h 43mMultiple Airlines
Deal found 11/25$2,286
This Kiwi.com deal was found by Cheapflights users on 11/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/177:40 pmORD - RAI
2 stops40h 00mMultiple Airlines
Sat 12/271:05 amRAI - ORD
1 stop18h 40mMultiple Airlines
Deal found 11/25$2,384
This Kiwi.com deal was found by Cheapflights users on 11/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/187:40 pmORD - RAI
2 stops33h 10mMultiple Airlines
Thu 12/251:05 amRAI - ORD
1 stop19h 20mMultiple Airlines
Deal found 11/25$2,694
This Kiwi.com deal was found by Cheapflights users on 11/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/196:40 amORD - RAI
2 stops48h 45mMultiple Airlines
Sat 12/271:05 amRAI - ORD
1 stop18h 40mMultiple Airlines
Deal found 11/25$2,947

Cheap flight deals from Chicago to Praia

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Praia (RAI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated November 26, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$1,637
(Turkish Airlines)
Provider with most accurate pricing for Chicago (CHI)-Praia Nelson Mandela flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Praia Nelson Mandela flights.
Search Deals
From Chicago (CHI) to Praia Nelson Mandela
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Praia that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated November 26, 2025.
Use the filters below to find and compare flights from Chicago to Praia that are best for you.

Fly from

Chicago

Fly to

Praia

Route

Depart

Return

Price

ChicagoPraia

ORD - RAI

ORDRAI

Chicago O'Hare Intl

Mon 3/2

11:50 am-12:05 am

2 stops31h 15m

Praia Nelson Mandela

Thu 3/5

1:05 am-10:05 am

2 stops38h 00m

$1,637

ChicagoPraia

ORD - RAI

ORDRAI

Chicago O'Hare Intl

Mon 3/2

12:41 pm-12:45 am

2 stops31h 04m

Praia Nelson Mandela

Thu 3/5

4:05 am-10:56 pm

2 stops23h 51m

$1,696

ChicagoPraia

ORD - RAI

ORDRAI

Chicago O'Hare Intl

Wed 12/17

7:10 pm-12:05 am

1 stop23h 55m

Praia Nelson Mandela

Thu 12/25

1:05 am-3:25 pm

1 stop19h 20m

$2,001

ChicagoPraia

ORD - RAI

ORDRAI

Chicago O'Hare Intl

Mon 3/2

12:45 pm-12:05 am

2 stops30h 20m

Praia Nelson Mandela

Thu 3/5

1:05 am-3:25 pm

1 stop19h 20m

$2,004

ChicagoPraia

ORD - RAI

ORDRAI

Chicago O'Hare Intl

Wed 12/17

7:10 pm-12:05 am

1 stop23h 55m

Praia Nelson Mandela

Sat 12/27

1:05 am-2:45 pm

1 stop18h 40m

$2,187

ChicagoPraia

ORD - RAI

ORDRAI

Chicago O'Hare Intl

Thu 12/18

12:50 pm-7:05 pm

2 stops25h 15m

Praia Nelson Mandela

Sat 12/27

1:05 am-2:45 pm

1 stop18h 40m

$2,619

ChicagoPraia

ORD - RAI

ORDRAI

Chicago O'Hare Intl

Thu 12/18

7:40 pm-9:50 am

2 stops33h 10m

Praia Nelson Mandela

Thu 12/25

1:05 am-3:25 pm

1 stop19h 20m

$2,694

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/24

Compare providers for flights from Chicago to Praia

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Praia in November.
ProviderPrice AccuracyTrust Score*
OvagoPrice Accuracy2 starsTrust Score*2 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Praia flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago-Praia flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Chicago-Praia flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Praia flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Praia flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Chicago to Praia

Have a flexible travel schedule? Discover the best time to fly to Praia from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Praia
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Praia. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Praia from Chicago?

    Located just 2.0 mi from the city center, Praia Nelson Mandela is the airport most travelers will use when flying to Praia from Chicago. Booking flights from Chicago to Nelson Mandela (RAI) should be relatively easy as there are 0 daily inbound flights from Chicago from 0 different airlines.

  • How long is the flight from Chicago to Praia?

    Departing from Chicago to Praia will take you 23h 55m. There are 4222 mi between Chicago and Praia. This flight may include one or multiple stops.

  • Can I find deals for flights from Chicago to Praia that include hotel bookings?

    Yes. In addition to deals on Chicago to Praia flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Praia?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Praia.

  • Can I find deals for business class flights from Chicago to Praia?

    Yes. Cheapflights offers flight deals from Chicago to Praia by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Chicago to Praia

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Praia flights
O'Hare Intl to Espargos flights

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.